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In todays Caning video, we see what happens when Angel really crosses the line. Angel had been caught sneaking back and forth between the boys and girls school, selling her body to the over eager boy students. When the Headmaster caught wind of this, he

In todays caning video, w..

Most of the girls at the school had enough decency and respect to not over emphasize there feminine features. Halli however was quite the opposite. She was always wearing overly tight tops, showing off her full breast. This is when the headmaster felt h

Most of the girls at the..

Xenia and Lolita are caught cheating on their geography exam and receive a proper spanking. The headmaster takes turns giving both Xenia and Lolita a firm OTK spanking. Each of them kick their legs and cry out in a mix of pleasure and pain as their white

Xenia and lolita are caug..

Angela was a good student, always wanting everyone to like her. This came to a head though when she was basically forced to go out with a few girls from the school. The night involved drinking and partying. Once the headmaster found out about this, he

Angela was a good student..

Vika knows her skirt is supposed to be fingertip length, but decides to shorten it anyway. This act of defiance lands her in the headmasters office for some corporal punishment. The headmaster drags Vika across his lap, lifts up her tiny skirt and gives

Vika knows her skirt is s..

Some girls need the stiff hand of a man to best learn their lesson, and thats what was needed for Lina. She had repeatedly disrespected her headmaster, and so it was time for him to ensure it would never happen again. He ensured her ass was as red as hi

Some girls need the stiff..

Josephine is a perfect example of a bad girl gone worse. She had been paddled spanked, paddled, and caned, but for some reason her attitude and behavior never seemed to change. This is when the headmaster had enough, and now felt it was time to place her

Josephine is a perfect ex..

Nicky has disobeyed her teachers yet again and is called in to the headmasters office for punishment. The headmaster orders Nicky to remove her skirt and panties and bend over the desk. He then uses his cane pummel her behind as she cries out in a mix o

Nicky has disobeyed her t..

Nikki is at it again, this time with a problem in gym leading to her latest punishment. The headmaster picked up a wooden staff, knowing the full effect it would have on her. He repeatedly struck her until bruises began to appear, reminders for the rest

Nikki is at it again, thi..

Tiffany was placed on our rudimentary rack, hands and feet chained. She had always dressed slutty, with her tits spilling out of her tops and barely covered legs. The headmaster knew this and wanted to teach her a lesson. He felt he should torture her

Tiffany was placed on our..

Nikki was the riding instructor at the school, but she always seemed to be heavy handed with her whip. Finally the day came when she had overly beat the horse, and it was found dead. This infuriated the headmaster, who loved horses, and had spent severa

Nikki was the riding inst..

Katty has recently dyed her hair, something the school forbids. The headmaster gets word of this, calls Katty to his office and pulls her over his lap to administer her punishment. He lifts up her skirt, lowers her panties and gives her an OTK spanking

Katty has recently dyed h..

The headmaster has just caught Katja trying to sneak out after curfew and drags her into his office to teach her a lesson. He pulls her over his lap, lifts up her skirt and gives her an ATK spanking. He then orders her to pull down her panties so he can

The headmaster has just c..

Shannon knows what happens when she stays out to late, but does it anyway and is called into the headmasters office to receive her punishment. The headmaster orders Shannon to remove her dress, places her in a guillotine and uses his cane to turn he bott

Shannon knows what happen..

Sara has failed to clean her room and is dragged to the couch to receive her OTK spanking. Sara kicks and screams as the headmaster throws her over his lap and gives her the spanking she deserves. He lifts up her skirt and begins to turn her ass a rosy

Sara has failed to clean..

Eva had been walking around school without panties flashing her fellow classmates. She saw this as a big joke, and a way to make her dull life all the more exciting. The headmaster however saw this and took immediate action. She was not to make a mocke

Eva had been walking arou..

Lucy has spent the weekend partying and failed to do her homework. The headmaster hears about this and calls Lucy into his office where he proceeds to give her a proper spanking. He orders her to pull down her jeans, throws her over his lap and uses his

Lucy has spent the weeken..

Fransisca seems to have not stopped her drug use, and the headmaster was going to put and end to this. He dragged her into a room, and immediately began to spank her with his bare hands.

Fransisca seems to have n..

Leah could have had any boy she wanted, if there were just any around. The next best thing was the male staff of the school. One by one they fell pray to here seductive methods. At last she had made up her mind to sleep with the headmaster, ensuring he

Leah could have had any b..

Mischevious Xenia recieves corporal punishment from the headmaster

Mischevious xenia recieve..

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